2834-92-6

Basic information

• Product Name: 1-Amino-2-naphthol
• Synonyms: 1-Amino-2-hydroxynaphthalene;.alpha.-Amino-.beta.-naphthol;2-Hydroxy-1-aminonaphthalene;2-Naphthalenol, 1-amino-;2-Naphthol, 1-amino-;Nsc7938;ASISCHEM B52512;ART-CHEM-BB B025284
• CAS NO: 2834-92-6
• Molecular Formula: C₁₀H₉NO
• Molecular Weight: 159.18
• EINECS: 220-606-0
• Product Categories: pharmacetical
• Mol File: 2834-92-6.mol
• Article Data: 31

Chemical Properties

• Melting Point: 203-203.5 °C
• Boiling Point: 336.781 °C at 760 mmHg
• Flash Point: 157.48 °C
• Appearance: /
• Density: 1.281 g/cm³
• Vapor Pressure: 5.61E-05mmHg at 25°C
• Refractive Index: 1.741
• Storage Temp.: 2-8°C
• PKA: 8.76±0.50(Predicted)
• CAS DataBase Reference: 1-Amino-2-naphthol(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Amino-2-naphthol(2834-92-6)
• EPA Substance Registry System: 1-Amino-2-naphthol(2834-92-6)

Safety Data

• Hazardous Substances Data: 2834-92-6(Hazardous Substances Data)

Usage

General Description

1-Amino-2-naphthol is a chemical compound, classified as an amino alcohol, known by the CAS number 2838-74-2. It has a molecular formula of C10H9NO and a molecular weight of 159.18 g/mol. It is characterized by a naphthol group, a type of hydroxyl compound, and an amino group. In appearance, it is a white to slightly pink crystal powder. It is used in the synthesis of various other chemical compounds, specifically in the manufacture of dyes. As with most chemicals, it requires careful handling due to its potential hazardous effects, including skin and eye irritation.

InChI:InChI=1/C10H9NO/c11-10-8-4-2-1-3-7(8)5-6-9(10)12/h1-6,12H,11H2

Upstream product

• 2636-79-5 1,2-naphthoquinone 1-oxime 
• 100-63-0 phenylhydrazine 
• 71-43-2 benzene 
• 40339-35-3 sudan I 
• 93449-44-6 (E)-1-(2-p-tolyldiazen-1-yl)naphthalen-2-ol 
• 100893-91-2 (E)-1-((4-chlorophenyl)diazenyl)naphthalene-2-ol 
• 93449-42-4 1-(p-anisylazo)-2-naphthol 
• 7647-01-0 hydrogenchloride 
• 3574-02-5 2-phenylnaphtho[1,2-d]oxazole 
• 64-17-5 ethanol 
• 39781-22-1 1-(phenyldiazenyl)naphthalen-2-yl acetate 
• 85-86-9 Sudan III 
• 574-00-5 1,2-Dihydroxynaphthalene 
• 71209-21-7 5,6-diaminobenzimidazole 

Downstream Products

• 3259-15-2 2-(4-fluorophenyl)naphtho[1,2-d][1,3]oxazole 
• 3608-39-7 2-naphtho[1,2-d]oxazol-2-yl-phenol 
• 18398-36-2 3,4-dichloro-[1,2]naphthoquinone 
• 116-63-2 1-amino-2-naphthol-4-sulfonic acid 
• 18398-37-3 3,4-Dibrom-1,2-naphthochinon 
• 27828-56-4 4-(phenylamino)naphthalene-1,2-dione 
• 81256-23-7 N-(2-hydroxynaphth-1-yl)-4-toluenesulfonamide 
• 3574-02-5 2-phenylnaphtho[1,2-d]oxazole 
• 7629-77-8 2-phenyl-3H-naphtho[2,1-b][1,4]oxazin-3-one 
• 137-18-8 2,5-Dimethyl-1,4-benzoquinone 
• 524-42-5 1,2-naphthoquinone 
• 773-90-0 1-diazo-2(1H)naphthalenone 
• 27333-50-2 5-chloro-1,3-dihydro-1,3,3-trimethylspiro[2H-indole-2,3'-[3H]-naphth[2,1-b][1,4]oxazine] 
• 27333-47-7 1,3,3-trimethylspiro[indoline-2,3'-naphtho[2,1-b](1,4)-oxazine] 

Relevant articles and documents

ON THE REACTION OF β-NAPHTHOL WITH N,N-DIMETHYLHYDRAZINE - A NEW RADICAL AMINATION PROCESS

Reaction of β-naphthol with N,N-dimethyl-hydrazine under carefully defined conditions leads via a radical process to the formation of 1-amino-2-naphthol in high yield.

Ring-Fused 1,4-Dihydro[1,2,4]triazin-4-yls through Photocyclization

Halogen lamp irradiation of benzo[e][1,2,4]triazines 2[X] in CH2Cl2 solutions leads to planar ring-fused 1,4-dihydro[1,2,4]triazin-4-yl radicals 1 through a novel, potentially general, cyclization mechanism. The scope and efficiency of the method were established for unsubstituted and ortho-substituted (X = NH2, Br, NO2) phenoxy, naphthyloxy, and quinolinoxy derivatives 2[X]. The regioselectivity of 2[X] photocyclization was rationalized with DFT computational methods. Radicals 1 were characterized by spectroscopic (UV-vis, EPR), electrochemical, and XRD methods.

Synthesis of anisotropic gold nanoparticles and their catalytic activities of breaking azo bond in sudan-1

Here, we report the high yield synthesis of different shaped gold nano particles (AuNPs) through seed mediated growth process in aqueous medium. Shape dependent surface plasmon resonance (SPR) and the gradual shift of longitudinal SPR band are observed with increasing anisotropy of AuNPs. Structural changes during the growth processes are observed by transmission electronic microscopy (TEM). Here, spherical nano seeds are transformed into rice and dendrimer shaped nanoparticles in the subsequent four stage growth processes. Gold nanoparticles have been demonstrated to be very efficient catalysts for the cleavage of NN of sudan-1 and it is investigated by monitoring the reduction of sudan-1 in the presence of excess NaBH4. It has been observed that the reaction is first order with respect to the concentration of sudan-1 and the catalytic efficiency of dendrimer shaped AuNPs is higher than the other as synthesized AuNPs.

Method for preparing 6-nitro-2-diazo-1-naphthol-4-sulfonic acid hydrate

The invention discloses a method for preparing 6-nitro-2-diazo-1-naphthol-4-sulfonic acid hydrate. The method comprises the following steps: carrying out a nitrosation reaction on 2-naphthol serving as a raw material, sodium nitrite and dilute sulfuric acid in a tubular reactor to generate 1-nitroso-2-naphthol, carrying out catalytic hydrogenation on the 1-nitroso-2-naphthol and hydrogen in a Raney nickel immobilized fixed bed reactor to generate 1-amino-2-naphthol, carrying out sulfonation diazotization cyclization on 1-amino-2-naphthol and nitrosyl sulfuric acid in the tubular reactor, and nitrifying with nitric acid to obtain the final product 6-nitro-2-diazo-1-naphthol-4-sulfonic acid hydrate. According to the novel synthesis method of the 6-nitro-2-diazo-1-naphthol-4-sulfonic acid hydrate, hydrogen is used for reduction in the route, nitrosyl sulfuric acid is used for sulfonation diazotization cyclization, so the problem that a large amount of solid waste is generated in a traditional route is avoided, the atom utilization rate is high, the yield is increased, the safety coefficient is increased by using a tubular process, and the method is suitable for industrial production.

Textile-supported silver nanoparticles as a highly efficient and recyclable heterogeneous catalyst for nitroaromatic reduction at room temperature

A novel textile-based nanosilver catalyst was prepared with a facile synthetic method. The textile-supported nanosilver (TsNS) proved to be an excellent heterogeneous catalyst for the reduction of nitroaromatics with a broad substrate scope. It can be recycled for up to 6 times without significantly compromising its catalytic efficacy. The TsNS catalyst was developed into a column reactor, demonstrating its practical application with the advantages of low cost, ease of operation and large scale synthesis capabilities. Scanning electron microscopy (SEM) showed that there were few changes to the catalyst's surface after the reaction. Besides, inductively coupled plasma (ICP) analysis showed that few silver particles leaked, and the interactions between the nitro groups of the nitroaromatics and the nanosilver particles were characterized by X-ray photoelectron spectroscopy (XPS), which lead to the proposal of a four-step mechanism for the reduction reaction.